tert-Butoxy bis(dimethylamino)methane → (E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one

HRID 1751400ノート

反応式

HRID 1751400 の反応式
C(O[CH:6]([N:10]([CH3:12])[CH3:11])N(C)C)(C)(C)C.[Br:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:22])[CH3:21])=[C:16]([OH:23])[CH:15]=1>C1(C)C=CC=CC=1>[Br:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:22])/[CH:21]=[CH:6]/[N:10]([CH3:11])[CH3:12])=[C:16]([OH:23])[CH:15]=1

参加物

4

反応物 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 107274031-(4-Bromo-2-hydroxyphenyl)ethan-1-one

生成物 1

HCID 11737295(E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one収率 82.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 1-tert-Butoxy-N,N,N′,N′-tetramethylmethanediamine (19.2 mL, 93.0 mmol) and solution of 1-(4-bromo-2-hydroxyphenyl)ethanone (10 g, 46.5 mmol) in toluene (100 mL) was heated at 35° C. for 16 hours and at 80° C. for 1 hour. The solvent was removed under reduced pressure. The resulting solid was subjected to flash chromatography with eluant of dichloromethane. The product containing fractions were combined and the solvent was removed under reduced pressure to provide (E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one (10.4 g, 38.5 mmol, 82%).

後処理

  1. customThe solvent was removed under reduced pressure
  2. additionThe product containing fractions
  3. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-239362f861f843d697b25c49b54be952
出典データセット
uspto-grants-2015_10
特許番号
US09156823B2

反応ノート

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